Photo credit: Mariella Francis
Caribbean calling...
The Caribbean is made up of a string of islands spanning the Caribbean Sea from the tip of Florida to the northern coast of South America. Awaiting you are white-sand beaches, azure blue seas, rum cocktails and blissful sunshine. Quite simply, a tropical paradise. A holiday in the Caribbean can also be cheaper than you might think. We've put together a selection of holidays, all 4* and 5* resorts, from multiple tour operators covering destinations from Cancun, Barbados and Cuba to St Lucia, Jamaica and Trinidad & Tobago, and everything in between
Most of these holidays have extra Covid protection in the form of free-amendments or money-back guarantees, for added peace of mind.
A collection by Paul
updated on 23rd April 2024
Current Caribbean deals
SALE | Sandals Grenada: luxury all-inc week w/flights
Check out this deal we found in the Sandals Annual Sale. Spend 7 nights at the lush Sandals Grenada on an ultra all-inclusive board basis with Virgin Atlantic flights. You'll stay in a South Seas Premium Room with an Outdoor Tranquility Soaking Tub and fly from Heathrow from JUST £1865 per person! There's £200 off 7-9 night stays with code SALE.
SALE | Luxury 5* all-inc Jamaica holiday w/flts + iconic Butler Suite
Stay in a One Bedroom Poolside Butler Villa Suite in Jamaica with this deal from Sandals. A week at the lush Sandals Ochi resort comes with Virgin Atlantic flights and all the impressive trimmings associated with a Sandals Butler Suite holiday.
SALE | Jamaica: 10-nt all-inc Sandals holiday with flights
Head to Jamaica last minute and enjoy 10 nights of ultimate all-inclusive bliss at the Sandals Royal Plantation resort. The deal includes return flights with Virgin Atlantic in May and is for a stay in a Viceroy Honeymoon Oceanfront Butler Suite!
SALE | Luxury 5* all-inc St Lucia holiday w/flts
Check out this deal we found in the Sandals Annual Sale. Spend 7 nights at the lush Sandals Regency La Toc in St Lucia on an ultra all-inclusive board basis with BA flights. You'll stay in an Emerald Honeymoon Hideaway Grande Luxe room and fly from Gatwick from JUST £1775 per person! There's £200 off 7-9 night stays or you can get £300 off 10-13 nights or £400 off 14+ nights stays - use code SALE at checkout.
SALE | Luxury 5* all-inc Barbados holiday w/flts
Check out this deal we found in the Sandals Annual Sale. Spend 7 nights at the lush Sandals Barbados on an ultra all-inclusive board basis with BA flights. You'll stay in a Caribbean Grand Luxe room and fly from Heathrow from JUST £1985 per person! There's £200 off 7-9 night stays or you can get £300 off 10-13 nights or £400 off 14+ nights stays - use code SALE at checkout.
Books
Our hand-picked selection of books to get you in the mood for a holiday in the Caribbean
Posts and articles
Top 10 Caribbean beach resorts
22nd February 2021 by Andy
Transport yourself to the Caribbean. Close your eyes and imagine the sand in your toes, the saltwater in your hair, and the refreshing cocktail in your hand. If that sounds like heaven to you, then we’re here to tell guide you through the best places to visit. Everyone knows the Caribbean is the ideal holiday destination for a tropical getaway, so check out our list below for the best resorts to enjoy your next sunny escape:O:Live Boutique Hotel Puerto Rico: For a truly exquisite...
Our BIG List of Competition Winners
19th April 2024 by Stuart
Think nobody wins competitions? Think again! This is a list of all people who have reported winning a competition in our Facebook competitions group. As you can see, there are absolutely loads! This list covers the last 6-ish years and the prize wins amount to hundreds of thousands of pounds worth of trips, from hotel stays to long-haul adventures. Many of our members have won multiple prizes, which I've numbered beside their names. The luckiest person on our list is Dan with a...
Virgin Atlantic open new Edinburgh to Barbados route
19th August 2021 by Paul
Barbados has been a hot ticket destination since its addition to the green list on 30th June. Many airlines and tour operators have reported bookings up between 2 or 3 times the average.Responding to this demand, Virgin Atlantic has just released tickets for its new twice-weekly Edinburgh to Barbados service. The first direct flights depart in December and run on Wednesdays and Sundays. They will be the only direct flights between Scotland and the Caribbean. The route will be serviced by...
Virgin Atlantic flight deals from £268 return
17th April 2019 by Stuart
Virgin Atlantic has just launched a collection of 2019/20 flight deals from £268 return. Us Brits love Virgin Atlantic, consistently rating it as one of our favourite airlines in terms of customer service and customer experience. So when a chance comes along to bag a bargain flight - as it has today - then it's time to get booking! We've spotted some great deals to some of the world's top destinations, departing from London and Manchester. Whether for business or for pleasure, they've got...
Cheapest places to holiday in January
12th February 2021 by Andy
Forget the typical New Year’s Resolutions of dieting, exercising and saving money - and kick the New Year off with a holiday instead! After all, it’s cold and you’ve probably spent far too much time indoors, wondering where to put all your Christmas presents.In the tropics, you’ll find perfect weather and the southern hemisphere is in sun-filled party mode for the entire month. If you’re not aching for the sun, but can’t wait to hit the slopes instead, Europe’s best ski resorts...
Cheapest places to holiday in March
12th February 2021 by Andy
With the weather finally starting to thaw, chances are you’ll be keen to get out and about on holiday during March. It’s mid-season in many world-wide destinations, therefore it’s a great month to keep your eye out for cheap hotel and flight deals.Whether you can’t wait to take a city break for shopping, wining and dining, or want to adventure to far-flung shores, here’s a look at our top picks for the month.Beach HolidaysAfter long months of grey skies and winter chills, we’re...
What are your holiday plans this winter 2016/2017? Survey results
26th January 2021 by Paul
Are you planning to jet off to a sunny location this winter, or relax by the fire at home? Has the Zika virus deterred you from travel to certain locations? We love hearing your opinions, so our team can offer the types of deals you’re searching for. Here are the results of a survey recently sent to Simply Holiday Deals members, to give you the opportunity to tell us about your winter holiday plans for 2016/2017. When all’s said and done, the overriding result is that we’re all looking...
England's traffic light system explained
29th June 2021 by Paul
England's traffic light system was introduced to provide a framework under which overseas travel could restart. It aimed to eliminate the chaos caused by short-notice travel bans seen in 2020, but it hasn't made a great start...How does the traffic light system work?The green, amber and red lists tell you what the requirements are when you return to England. There are separate rules for Scotland, Wales and Northern Ireland. The requirements you might face on arriving at your holiday destination...
Recent winners update
16th December 2021 by Stuart
We get to hear about lots of winners through our Travel Competitions UK Facebook group and we thought it might be inspiring to include occasional updates about recent successes and people enjoying their prizes. We can't give too many details for privacy reasons, but you'll see posts and more details for all the following wins and prizes in the group itself.We'd really love to hear from you if you win anything from entering one of the competitions we've featured on our website and in our Sunday...
Cheapest places to holiday in May
12th February 2021 by Andy
May is, arguably, one of the best months of the year to take a break, across the globe. Mainly, because you can take advantage of the May Bank Holidays, but you’ve just missed the rush of the Easter season. Then, there’s absolutely gorgeous weather, from the Mediterranean to the Caribbean.You’re likely to find bargains too, for hotels, flights, cruises and all-inclusive deals, as prices drop after April. Get ready to pack your beach towel, don’t forget your flip flops and make the most...
Unusual places to explore by boat
9th March 2021 by Andy
Boat trips are synonymous with adventure, discovery and exciting stories - and that’s often because boats allow you to get to hard-to-reach places. Whether you’re taking a cruise ship around the world, a self-drive cruiser through a national park, a canal boat through the heart of a spectacular city - or even a rowing boat, kayak or raft to explore intricate waterways and hidden caves - there is always the promise of excitement and adventure.Just look at trips like the Kon-Tiki expedition...
Best sunshine destinations: Winter 2016
9th March 2021 by Andy
Our recent members' survey on Winter Holidays 2016/17, proved without a doubt, that we’re all going to be searching for the sun! 90% of our valued members stated they plan to leave the UK for some of the world’s top holiday hotspots, where the temps are mild, the sun is shining and the beaches are calling.Seems like we’re all ready to pack our bags, the only thing is, how to decide, with so many stunning choices? Here’s a look at your top picks, based on our survey results.SpainWe...
Blogs
Looking for more? The following top UK travel bloggers have covered the Caribbean in the following blog posts
